RU2350602C2 - Аминоалкоксииндолы, как лиганды рецептора 5-нт6, для лечения заболеваний цнс - Google Patents
Аминоалкоксииндолы, как лиганды рецептора 5-нт6, для лечения заболеваний цнс Download PDFInfo
- Publication number
- RU2350602C2 RU2350602C2 RU2005121125/04A RU2005121125A RU2350602C2 RU 2350602 C2 RU2350602 C2 RU 2350602C2 RU 2005121125/04 A RU2005121125/04 A RU 2005121125/04A RU 2005121125 A RU2005121125 A RU 2005121125A RU 2350602 C2 RU2350602 C2 RU 2350602C2
- Authority
- RU
- Russia
- Prior art keywords
- pyrrolidin
- indole
- ylethoxy
- compound
- yloxy
- Prior art date
Links
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims 2
- 201000010099 disease Diseases 0.000 title 1
- 239000003446 ligand Substances 0.000 title 1
- 229910052736 halogen Inorganic materials 0.000 claims abstract 8
- 150000002367 halogens Chemical class 0.000 claims abstract 6
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract 5
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 4
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 3
- 125000003118 aryl group Chemical group 0.000 claims abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- 150000001875 compounds Chemical class 0.000 claims 21
- 125000004642 (C1-C12) alkoxy group Chemical group 0.000 claims 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000004429 atom Chemical group 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- -1 2,3-dichlorophenyl Chemical group 0.000 claims 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 2
- 125000005036 alkoxyphenyl group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 230000001575 pathological effect Effects 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- DLEMKKVKDNTDHE-UHFFFAOYSA-N 2-(benzenesulfonyl)-4-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound C=1C=CC=CC=1S(=O)(=O)C(NC1=CC=C2)=CC1=C2OCCN1CCCC1 DLEMKKVKDNTDHE-UHFFFAOYSA-N 0.000 claims 1
- DTONEWKRXMSKEM-UHFFFAOYSA-N 2-[[2-(benzenesulfonyl)-1h-indol-4-yl]oxy]-n-methylethanamine Chemical compound C=1C=2C(OCCNC)=CC=CC=2NC=1S(=O)(=O)C1=CC=CC=C1 DTONEWKRXMSKEM-UHFFFAOYSA-N 0.000 claims 1
- YLSVTTRGFBYGJR-UHFFFAOYSA-N 2-[[2-(benzenesulfonyl)-1h-indol-7-yl]oxy]-n-methylethanamine Chemical compound N1C=2C(OCCNC)=CC=CC=2C=C1S(=O)(=O)C1=CC=CC=C1 YLSVTTRGFBYGJR-UHFFFAOYSA-N 0.000 claims 1
- BLGMYEPZKMVQMA-UHFFFAOYSA-N 2-[[3-(2-fluorophenyl)sulfonyl-1h-indol-7-yl]oxy]-n,n-dimethylethanamine Chemical compound C=1NC=2C(OCCN(C)C)=CC=CC=2C=1S(=O)(=O)C1=CC=CC=C1F BLGMYEPZKMVQMA-UHFFFAOYSA-N 0.000 claims 1
- HKSMTOWIEYROOE-UHFFFAOYSA-N 2-[[3-(2-fluorophenyl)sulfonyl-1h-indol-7-yl]oxy]-n-methylethanamine Chemical compound C=1NC=2C(OCCNC)=CC=CC=2C=1S(=O)(=O)C1=CC=CC=C1F HKSMTOWIEYROOE-UHFFFAOYSA-N 0.000 claims 1
- RMPRCOIPSPOSEN-UHFFFAOYSA-N 2-[[3-(2-fluorophenyl)sulfonyl-1h-indol-7-yl]oxy]ethanamine Chemical compound C=1NC=2C(OCCN)=CC=CC=2C=1S(=O)(=O)C1=CC=CC=C1F RMPRCOIPSPOSEN-UHFFFAOYSA-N 0.000 claims 1
- IELAPUWMWBWVST-UHFFFAOYSA-N 2-[[3-(2-methoxyphenyl)sulfonyl-1h-indol-7-yl]oxy]-n,n-dimethylethanamine Chemical compound COC1=CC=CC=C1S(=O)(=O)C1=CNC2=C(OCCN(C)C)C=CC=C12 IELAPUWMWBWVST-UHFFFAOYSA-N 0.000 claims 1
- ZSJPTBOKDUFREA-UHFFFAOYSA-N 2-[[3-(benzenesulfonyl)-1h-indol-7-yl]oxy]-n,n-dimethylethanamine Chemical compound C=1NC=2C(OCCN(C)C)=CC=CC=2C=1S(=O)(=O)C1=CC=CC=C1 ZSJPTBOKDUFREA-UHFFFAOYSA-N 0.000 claims 1
- LSVIDYUZPDWYSN-UHFFFAOYSA-N 2-[[3-(benzenesulfonyl)-1h-indol-7-yl]oxy]-n-methylethanamine Chemical compound C=1NC=2C(OCCNC)=CC=CC=2C=1S(=O)(=O)C1=CC=CC=C1 LSVIDYUZPDWYSN-UHFFFAOYSA-N 0.000 claims 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 1
- 125000004485 2-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])([H])C1([H])* 0.000 claims 1
- AFDLZYKPCWEPTE-UHFFFAOYSA-N 3-(2,3-dichlorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound ClC1=CC=CC(S(=O)(=O)C=2C3=CC=CC(OCCN4CCCC4)=C3NC=2)=C1Cl AFDLZYKPCWEPTE-UHFFFAOYSA-N 0.000 claims 1
- SOBZZPJZYGEQDT-UHFFFAOYSA-N 3-(2,5-dichlorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound ClC1=CC=C(Cl)C(S(=O)(=O)C=2C3=CC=CC(OCCN4CCCC4)=C3NC=2)=C1 SOBZZPJZYGEQDT-UHFFFAOYSA-N 0.000 claims 1
- UKUUMYLIKIQMSU-UHFFFAOYSA-N 3-(2-chlorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound ClC1=CC=CC=C1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OCCN1CCCC1 UKUUMYLIKIQMSU-UHFFFAOYSA-N 0.000 claims 1
- IPGRBAKTDOCPAA-UHFFFAOYSA-N 3-(2-fluorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound FC1=CC=CC=C1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OCCN1CCCC1 IPGRBAKTDOCPAA-UHFFFAOYSA-N 0.000 claims 1
- ZKNXCMRWUONPEN-ZDUSSCGKSA-N 3-(2-fluorophenyl)sulfonyl-7-[[(2s)-pyrrolidin-2-yl]methoxy]-1h-indole Chemical compound FC1=CC=CC=C1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OC[C@H]1NCCC1 ZKNXCMRWUONPEN-ZDUSSCGKSA-N 0.000 claims 1
- VXCADBPKRVRUJF-UHFFFAOYSA-N 3-(2-fluorophenyl)sulfonyl-9-oxa-1-azatricyclo[6.3.1.04,12]dodeca-2,4(12),5,7-tetraen-11-amine Chemical compound C=1N(C2=3)C(N)COC2=CC=CC=3C=1S(=O)(=O)C1=CC=CC=C1F VXCADBPKRVRUJF-UHFFFAOYSA-N 0.000 claims 1
- VKVFAFYHUVUDIU-UHFFFAOYSA-N 3-(2-methoxyphenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound COC1=CC=CC=C1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OCCN1CCCC1 VKVFAFYHUVUDIU-UHFFFAOYSA-N 0.000 claims 1
- KCCZEZLJSCUZRM-UHFFFAOYSA-N 3-(3,4-dichlorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound C1=C(Cl)C(Cl)=CC=C1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OCCN1CCCC1 KCCZEZLJSCUZRM-UHFFFAOYSA-N 0.000 claims 1
- MBCRHUGKJMWDNL-UHFFFAOYSA-N 3-(3-chlorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound ClC1=CC=CC(S(=O)(=O)C=2C3=CC=CC(OCCN4CCCC4)=C3NC=2)=C1 MBCRHUGKJMWDNL-UHFFFAOYSA-N 0.000 claims 1
- QGPIICOKCLLAHN-UHFFFAOYSA-N 3-(3-fluorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound FC1=CC=CC(S(=O)(=O)C=2C3=CC=CC(OCCN4CCCC4)=C3NC=2)=C1 QGPIICOKCLLAHN-UHFFFAOYSA-N 0.000 claims 1
- RSANRYVVMXGIMG-UHFFFAOYSA-N 3-(3-methoxyphenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound COC1=CC=CC(S(=O)(=O)C=2C3=CC=CC(OCCN4CCCC4)=C3NC=2)=C1 RSANRYVVMXGIMG-UHFFFAOYSA-N 0.000 claims 1
- ITLOEBYATZEINN-UHFFFAOYSA-N 3-(4-chlorophenyl)sulfonyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OCCN1CCCC1 ITLOEBYATZEINN-UHFFFAOYSA-N 0.000 claims 1
- WKXJJDGWYQNMOR-UHFFFAOYSA-N 3-(benzenesulfonyl)-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound C=1C=CC=CC=1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OCCN1CCCC1 WKXJJDGWYQNMOR-UHFFFAOYSA-N 0.000 claims 1
- KRVSDADYYUDCHJ-UHFFFAOYSA-N 3-(benzenesulfonyl)-7-piperidin-4-yloxy-1h-indole Chemical compound C=1C=CC=CC=1S(=O)(=O)C(C1=CC=C2)=CNC1=C2OC1CCNCC1 KRVSDADYYUDCHJ-UHFFFAOYSA-N 0.000 claims 1
- 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims 1
- LZDOWFDYOXQTLX-UHFFFAOYSA-N 3-phenylsulfanyl-7-(2-pyrrolidin-1-ylethoxy)-1h-indole Chemical compound C=1C=CC=2C(SC=3C=CC=CC=3)=CNC=2C=1OCCN1CCCC1 LZDOWFDYOXQTLX-UHFFFAOYSA-N 0.000 claims 1
- CNNBHYHJRQTELP-UHFFFAOYSA-N 4-(azetidin-3-ylmethoxy)-2-(benzenesulfonyl)-1h-indole Chemical compound C=1C=CC=CC=1S(=O)(=O)C(NC1=CC=C2)=CC1=C2OCC1CNC1 CNNBHYHJRQTELP-UHFFFAOYSA-N 0.000 claims 1
- 108091005435 5-HT6 receptors Proteins 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 208000023105 Huntington disease Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
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- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
- 230000003042 antagnostic effect Effects 0.000 claims 1
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 1
- 125000004567 azetidin-3-yl group Chemical group N1CC(C1)* 0.000 claims 1
- 208000028683 bipolar I disease Diseases 0.000 claims 1
- 210000003169 central nervous system Anatomy 0.000 claims 1
- 230000006806 disease prevention Effects 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 210000001035 gastrointestinal tract Anatomy 0.000 claims 1
- 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 claims 1
- 206010027175 memory impairment Diseases 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
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- C07—ORGANIC CHEMISTRY
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
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- A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
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- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
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- C—CHEMISTRY; METALLURGY
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Pharmacology & Pharmacy (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Addiction (AREA)
- Epidemiology (AREA)
- Pain & Pain Management (AREA)
- Psychology (AREA)
- Child & Adolescent Psychology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Hospice & Palliative Care (AREA)
- Nutrition Science (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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- Steroid Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43050602P | 2002-12-03 | 2002-12-03 | |
| US60/430,506 | 2002-12-03 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2005121125A RU2005121125A (ru) | 2006-02-20 |
| RU2350602C2 true RU2350602C2 (ru) | 2009-03-27 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005121125/04A RU2350602C2 (ru) | 2002-12-03 | 2003-11-27 | Аминоалкоксииндолы, как лиганды рецептора 5-нт6, для лечения заболеваний цнс |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US7084169B2 (ja) |
| EP (1) | EP1569638B1 (ja) |
| JP (1) | JP4339795B2 (ja) |
| KR (1) | KR100755580B1 (ja) |
| CN (1) | CN1713908B (ja) |
| AR (1) | AR042155A1 (ja) |
| AT (1) | ATE372113T1 (ja) |
| AU (1) | AU2003289903B2 (ja) |
| BR (1) | BR0316962A (ja) |
| CA (1) | CA2508315A1 (ja) |
| DE (1) | DE60316180T2 (ja) |
| ES (1) | ES2291722T3 (ja) |
| HR (1) | HRP20050457A2 (ja) |
| MX (1) | MXPA05005790A (ja) |
| MY (1) | MY138466A (ja) |
| NO (1) | NO20052730L (ja) |
| NZ (1) | NZ539950A (ja) |
| PA (1) | PA8589801A1 (ja) |
| PE (1) | PE20040763A1 (ja) |
| PL (1) | PL377464A1 (ja) |
| RU (1) | RU2350602C2 (ja) |
| TW (1) | TWI284124B (ja) |
| WO (1) | WO2004050085A1 (ja) |
| ZA (1) | ZA200504412B (ja) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5417142A (en) * | 1992-12-18 | 1995-05-23 | Caterpillar Inc. | Hydraulic amplifier |
| US7452888B2 (en) | 2002-03-27 | 2008-11-18 | Glaxo Group Limited | Quinoline derivatives and their use as 5-ht6 ligands |
| MXPA06000795A (es) | 2003-07-22 | 2006-08-23 | Arena Pharm Inc | Derivados de diaril y arilheteroaril urea como moduladores del receptor 5-ht2a de serotonina utiles para la profilaxis y tratamiento de desordenes relacionados con el mismo. |
| GB0500604D0 (en) * | 2005-01-13 | 2005-02-16 | Astrazeneca Ab | Novel process |
| US20090221644A1 (en) * | 2005-06-30 | 2009-09-03 | Stuart Edward Bradley | Gpcr Agonists |
| JP5146766B2 (ja) * | 2005-08-15 | 2013-02-20 | ワイス・エルエルシー | ５−ヒドロキシトリプタミン−６リガンドとしての置換−３−スルホニルインダゾール誘導体 |
| AU2007206016A1 (en) * | 2006-01-13 | 2007-07-26 | Wyeth | Sulfonyl substituted 1H-indoles as ligands for the 5-hydroxytryptamine receptors |
| WO2007120594A1 (en) * | 2006-04-12 | 2007-10-25 | Wyeth | Substituted-dihydro[1,4]oxazino[2,3,4-hi]indazole derivatives as 5-hydroxytryptamine-6 ligands |
| ES2389958T3 (es) * | 2007-03-21 | 2012-11-05 | Glaxo Group Limited | Uso de derivados de quinolina en el tratamiento del dolor |
| EP2508177A1 (en) | 2007-12-12 | 2012-10-10 | Glaxo Group Limited | Combinations comprising 3-phenylsulfonyl-8-piperazinyl-1yl-quinoline |
| US20110021538A1 (en) | 2008-04-02 | 2011-01-27 | Arena Pharmaceuticals, Inc. | Processes for the preparation of pyrazole derivatives useful as modulators of the 5-ht2a serotonin receptor |
| WO2010062321A1 (en) | 2008-10-28 | 2010-06-03 | Arena Pharmaceuticals, Inc. | Processes useful for the preparation of 1-[3-(4-bromo-2-methyl-2h-pyrazol-3-yl)-4-methoxy-phenyl]-3-(2,4-difluoro-phenyl)-urea and crystalline forms related thereto |
| CN102558020B (zh) * | 2011-12-12 | 2013-09-18 | 温州大学 | 一种3-芳巯基吲哚类化合物的合成方法 |
| CN103288707B (zh) * | 2013-05-28 | 2015-12-23 | 浙江大学 | 一种3-苯巯基吲哚衍生物的制备方法 |
| US9974785B2 (en) | 2014-07-08 | 2018-05-22 | Sunshine Lake Pharma Co., Ltd. | Aromatic heterocyclic derivatives and pharmaceutical applications thereof |
| RU2017145976A (ru) | 2015-06-12 | 2019-07-15 | Аксовант Сайенсиз Гмбх | Производные диарил- и арилгетероарилмочевины, применимые для профилактики и лечения нарушения поведения во время REM-фазы сна |
| EP3322415A4 (en) | 2015-07-15 | 2019-03-13 | Axovant Sciences GmbH | DIARYL AND ARYLHETEROARYL UREA DERIVATIVES AS MODULATORS OF THE 5-HT2A SEROTONIN RECEPTOR FOR PROPHYLAXIS AND TREATMENT OF HALLUCINATIONS RELATED TO A NEUROGENERATIVE DISEASE |
Citations (4)
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| WO1998008817A1 (en) * | 1996-08-27 | 1998-03-05 | American Home Products Corporation | 4-aminoethoxy indoles as dopamin d2 agonists and as 5ht1a ligands |
| RU2125566C1 (ru) * | 1991-12-05 | 1999-01-27 | Джон Вайс энд Бразер Лимитед | Производные пиперазина, способы их получения |
| WO2002059088A1 (en) * | 2001-01-23 | 2002-08-01 | Wyeth | 1-aryl-or 1-alkylsulfonylbenzazole derivatives as 5-hydroxytryptamine-6 ligands |
| WO2002085853A2 (en) * | 2001-04-20 | 2002-10-31 | Wyeth | Heterocyclylalkoxy-, -alkylthio- and -alkylaminobenzazole derivatives as 5-hydroxytryptamine-6 ligands |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1139760A (en) * | 1979-03-07 | 1983-01-18 | Makiko Sakai | 1,4-dioxaspiro¬4,5| decene compounds |
| FR2589863B1 (fr) * | 1985-11-12 | 1988-07-29 | Sanofi Sa | Derives d'hydroxy-4 indole, leur procede de preparation et leur utilisation |
| US5254595A (en) * | 1988-12-23 | 1993-10-19 | Elf Sanofi | Aryloxypropanolaminotetralins, a process for their preparation and pharmaceutical compositions containing them |
| US4939138A (en) * | 1988-12-29 | 1990-07-03 | Sterling Drug Inc. | 2- and 3-aminomethyl-6-arylcarbonyl-2,3-dihydropyrrolo(1,2,3-DE)-1,4-benzoxazines |
| FR2740686B1 (fr) * | 1995-11-03 | 1998-01-16 | Sanofi Sa | Formulation pharmaceutique lyophilisee stable |
| GB9902452D0 (en) | 1999-02-05 | 1999-03-24 | Zeneca Ltd | Chemical compounds |
| FR2791344B1 (fr) * | 1999-03-25 | 2002-02-15 | Adir | Nouveaux derives dimeriques substitues, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR2793793B1 (fr) * | 1999-05-19 | 2004-02-27 | Adir | Nouveaux derives dimeriques substitues, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| TWI222450B (en) * | 1999-07-28 | 2004-10-21 | Upjohn Co | Oxazinocarbazoles for the treatment of CNS diseases |
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2003
- 2003-11-27 CN CN2003801040190A patent/CN1713908B/zh not_active Expired - Fee Related
- 2003-11-27 EP EP03782240A patent/EP1569638B1/en not_active Expired - Lifetime
- 2003-11-27 JP JP2004556206A patent/JP4339795B2/ja not_active Expired - Fee Related
- 2003-11-27 BR BR0316962-6A patent/BR0316962A/pt not_active IP Right Cessation
- 2003-11-27 AT AT03782240T patent/ATE372113T1/de not_active IP Right Cessation
- 2003-11-27 WO PCT/EP2003/013372 patent/WO2004050085A1/en not_active Ceased
- 2003-11-27 CA CA002508315A patent/CA2508315A1/en not_active Abandoned
- 2003-11-27 RU RU2005121125/04A patent/RU2350602C2/ru not_active IP Right Cessation
- 2003-11-27 ES ES03782240T patent/ES2291722T3/es not_active Expired - Lifetime
- 2003-11-27 TW TW092133339A patent/TWI284124B/zh not_active IP Right Cessation
- 2003-11-27 PL PL377464A patent/PL377464A1/pl not_active Application Discontinuation
- 2003-11-27 DE DE60316180T patent/DE60316180T2/de not_active Expired - Lifetime
- 2003-11-27 NZ NZ539950A patent/NZ539950A/en unknown
- 2003-11-27 AU AU2003289903A patent/AU2003289903B2/en not_active Ceased
- 2003-11-27 KR KR1020057010127A patent/KR100755580B1/ko not_active Expired - Fee Related
- 2003-11-27 MX MXPA05005790A patent/MXPA05005790A/es active IP Right Grant
- 2003-11-27 HR HR20050457A patent/HRP20050457A2/hr not_active Application Discontinuation
- 2003-11-28 PE PE2003001211A patent/PE20040763A1/es not_active Application Discontinuation
- 2003-11-28 PA PA20038589801A patent/PA8589801A1/es unknown
- 2003-12-01 US US10/724,683 patent/US7084169B2/en not_active Expired - Fee Related
- 2003-12-01 AR ARP030104414A patent/AR042155A1/es unknown
- 2003-12-02 MY MYPI20034589A patent/MY138466A/en unknown
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2005
- 2005-05-30 ZA ZA200504412A patent/ZA200504412B/en unknown
- 2005-06-07 NO NO20052730A patent/NO20052730L/no not_active Application Discontinuation
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2125566C1 (ru) * | 1991-12-05 | 1999-01-27 | Джон Вайс энд Бразер Лимитед | Производные пиперазина, способы их получения |
| WO1998008817A1 (en) * | 1996-08-27 | 1998-03-05 | American Home Products Corporation | 4-aminoethoxy indoles as dopamin d2 agonists and as 5ht1a ligands |
| WO2002059088A1 (en) * | 2001-01-23 | 2002-08-01 | Wyeth | 1-aryl-or 1-alkylsulfonylbenzazole derivatives as 5-hydroxytryptamine-6 ligands |
| WO2002085853A2 (en) * | 2001-04-20 | 2002-10-31 | Wyeth | Heterocyclylalkoxy-, -alkylthio- and -alkylaminobenzazole derivatives as 5-hydroxytryptamine-6 ligands |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1713908A (zh) | 2005-12-28 |
| DE60316180T2 (de) | 2008-05-29 |
| JP4339795B2 (ja) | 2009-10-07 |
| AU2003289903A1 (en) | 2004-06-23 |
| MY138466A (en) | 2009-06-30 |
| HRP20050457A2 (en) | 2005-10-31 |
| NZ539950A (en) | 2007-05-31 |
| EP1569638A1 (en) | 2005-09-07 |
| PA8589801A1 (es) | 2004-11-26 |
| TW200413312A (en) | 2004-08-01 |
| KR100755580B1 (ko) | 2007-09-06 |
| RU2005121125A (ru) | 2006-02-20 |
| CA2508315A1 (en) | 2004-06-17 |
| BR0316962A (pt) | 2005-10-25 |
| US20040132799A1 (en) | 2004-07-08 |
| CN1713908B (zh) | 2010-05-12 |
| WO2004050085A1 (en) | 2004-06-17 |
| PE20040763A1 (es) | 2004-11-20 |
| ES2291722T3 (es) | 2008-03-01 |
| NO20052730D0 (no) | 2005-06-07 |
| MXPA05005790A (es) | 2005-10-18 |
| ZA200504412B (en) | 2006-04-26 |
| NO20052730L (no) | 2005-08-23 |
| AU2003289903B2 (en) | 2008-06-26 |
| TWI284124B (en) | 2007-07-21 |
| AR042155A1 (es) | 2005-06-08 |
| US7084169B2 (en) | 2006-08-01 |
| EP1569638B1 (en) | 2007-09-05 |
| ATE372113T1 (de) | 2007-09-15 |
| PL377464A1 (pl) | 2006-02-06 |
| KR20050084155A (ko) | 2005-08-26 |
| DE60316180D1 (de) | 2007-10-18 |
| JP2006509777A (ja) | 2006-03-23 |
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